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Not Stiff but Smart – First Date Style Guide for Men

  • April 11, 2017
  • 3 minute read
  • Jenny Park
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First dates are always a touch stressful; an occasion where we meticulously think about what to wear. Choosing the right outfit is an easy bonus point on the ‘first impression’ score card, and today, I am going to focus on the male wardrobe.

Let’s take a look at two common mistakes men tend to make when choosing a date outfit. First, you may be under-dressed and second, you may be over-dressed for the occasion..

Here are some tricks and tips on what to wear on your first date. And you don’t even have to break the bank to look and feel good – online clothing sales are always a great go-to.

Grooming comes first

Before thinking about what clothes or style you should rock on your date, decide whether you need a shave, get a haircut, or trim the beard! Make sure you’ve brushed your teeth (+1 for flossing), you’ve trimmed your fingernails and have groomed that facial hair, that sometimes makes you look like a well-traveled backpacker.

Before you head out the door, spray a little of your favorite scent but don’t overuse it! The last thing you want to do is smell like the perfume aisle in a department store.

Dress appropriately for the occasion 

Comfort is everything but I’m not talking sweatpants and sweatshirt. No no. Dressing appropriately, while still being comfortable is key! Women are keen observers; they notice details and the last thing you want her to think is she’s the one making you uncomfortable, even though it’s 100% your tight pants. If you know you’re going to a trendy cocktail bar, start ironing that dress shirt, but if you’re off to a casual bar, jeans and a crisp T are completely acceptable.

Not stiff but smart 

Women love seeing men look sharp but not overly dressed up in that expensive tux. Tux or flashy suits make men look intelligent and classy, but wearing it on the first date may be a touch overwhelming, depending on where it is you’re going of course. Dressing smart but appropriate will go a long way.

Pick a shirt and a nice tailored blazer, and trouser — without the tie,  is perfect.

Let your shirt do the flirting

Listen up gentlemen, button down shirts are sexy. Women find it attractive when men tease them with some skin showing, not too much though!

Be creative and don’t be afraid to play around with textures, prints, and color. Be sure to find a good shirt that will emphasize the tone of your body; it should not be too tight or too loose.

Choosing the right shoes

Now to finish off the outfit with a perfect pair of kicks!

A pair of well-polished leather shoes goes well with you smart casual. Follow the proper dress code in the place where you’ll be having your date.

Expert tip ** Avoid wearing new leather shoes on your first date. It may add unattractive points if you start limping because you have a blister.

If you have it, flaunt it.

This doesn’t mean you should wear a singlet which is barely a shirt I may add, just to show off those muscles. Cover up but always emphasize your favorite physical traits to feel confident, which will inevitably capture your date’s attention.

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Jenny Park

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